2023
DOI: 10.1039/d3qo00481c
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Iodine(iii)-mediated dehydroaromatization of cyclohexanones with primary amines and CD3SSO3Na to access ortho-SCD3 anilines

Abstract: Iodine (III)-mediated dehydroaromatization of cyclohexanones with primary amines and CD3SSO3Na has been developed, providing direct access ortho-SCD3 anilines with the formation of C-N and C-S bonds. Detailed mechanism studies indicates...

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Cited by 15 publications
(5 citation statements)
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“…Recently, we reported a nitrobenzene-involved oxidative reaction for the synthesis of N-heterocycles . In continuation of our interest in constructing complex N-heterocycles from easily accessible substrates, we attempted a reaction of indoles with alcohols that were oxidized by nitrobenzene under strong basic conditions. Interestingly, C 3 rather than N 1 of indoles were functionalized to give corresponding bis­(indolyl)­methanes and 3-styryl indoles.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, we reported a nitrobenzene-involved oxidative reaction for the synthesis of N-heterocycles . In continuation of our interest in constructing complex N-heterocycles from easily accessible substrates, we attempted a reaction of indoles with alcohols that were oxidized by nitrobenzene under strong basic conditions. Interestingly, C 3 rather than N 1 of indoles were functionalized to give corresponding bis­(indolyl)­methanes and 3-styryl indoles.…”
Section: Introductionmentioning
confidence: 99%
“…They have gained popularity due to their ease of preparation and handling. Traditionally, it is frequently used in transition-metal catalyzed cross-coupling reactions (Qiao et al, 2015;Liu and Yi, 2018;Wang et al, 2023;Wu et al, 2023). However, these methods require a toxic transitionmetal catalyst, which not only limits the range of substrates but also generates a significant amount of environmentally unfriendly byproducts.…”
Section: Introductionmentioning
confidence: 99%
“…10 However, achieving the aminotrideuteromethylthiolation of a single carbon atom remains elusive. Based on our continuous studies on Bunte salts, 11 herein, we describe an unprecedented electrochemically-induced strategy enabling a three-component radical reaction between isocyanides, anilines and CD 3 SSO 3 Na to afford S -CD 3 isothiourea in a single step (Scheme 1C).…”
Section: Introductionmentioning
confidence: 99%